Drug Information

Drug ID:  NPD7221
Drug Name:  Pyronaridine
Molecular Formula:  C29H32ClN5O2
Canonical SMILES:  COc1ccc2c(n1)c(=Nc1cc(CN3CCCC3)c(c(c1)CN1CCCC1)O)c1c([nH]2)cc(cc1)Cl
Standard InCHI:  InChI=1S/C29H32ClN5O2/c1-37-26-9-8-24-28(33-26)27(23-7-6-21(30)16-25(23)32-24)31-22-14-19(17-34-10-2-3-11-34)29(36)20(15-22)18-35-12-4-5-13-35/h6-9,14-16,36H,2-5,10-13,17-18H2,1H3,(H,31,32)
Standard InCHIKey:  DJUFPMUQJKWIJB-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  ChEMBL

  Structural Similarity Between NPASS Natural Products and NPD7221

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.


  Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level Similarity Score Natural Product ID
Intermediate Similarity 0.7783 NPC223427
Intermediate Similarity 0.7706 NPC471080
Intermediate Similarity 0.7706 NPC478074
Intermediate Similarity 0.7706 NPC469592
Intermediate Similarity 0.7668 NPC280272
Intermediate Similarity 0.7613 NPC193267
Intermediate Similarity 0.7613 NPC213530
Intermediate Similarity 0.7611 NPC470126
Intermediate Similarity 0.7604 NPC469589
Intermediate Similarity 0.7604 NPC476116
Intermediate Similarity 0.7593 NPC193777
Intermediate Similarity 0.7577 NPC253580
Intermediate Similarity 0.7568 NPC469594
Intermediate Similarity 0.7559 NPC249040
Intermediate Similarity 0.7557 NPC183407
Intermediate Similarity 0.7546 NPC472111
Intermediate Similarity 0.75 NPC243834
Intermediate Similarity 0.75 NPC70956
Intermediate Similarity 0.7477 NPC329793
Intermediate Similarity 0.7457 NPC295228
Intermediate Similarity 0.7456 NPC473185
Intermediate Similarity 0.7444 NPC304926
Intermediate Similarity 0.7444 NPC476041
Intermediate Similarity 0.7435 NPC477531
Intermediate Similarity 0.7434 NPC162748
Intermediate Similarity 0.7424 NPC314954
Intermediate Similarity 0.7424 NPC252251
Intermediate Similarity 0.7421 NPC48353
Intermediate Similarity 0.7404 NPC477066
Intermediate Similarity 0.7397 NPC475910
Intermediate Similarity 0.7391 NPC209174
Intermediate Similarity 0.7389 NPC477532
Intermediate Similarity 0.7373 NPC478081
Intermediate Similarity 0.7373 NPC478082
Intermediate Similarity 0.7373 NPC477067
Intermediate Similarity 0.7349 NPC18487
Intermediate Similarity 0.7345 NPC132642
Intermediate Similarity 0.7336 NPC227908
Intermediate Similarity 0.733 NPC167860
Intermediate Similarity 0.733 NPC123976
Intermediate Similarity 0.7327 NPC291535
Intermediate Similarity 0.7327 NPC475085
Intermediate Similarity 0.7327 NPC475112
Intermediate Similarity 0.7315 NPC176538
Intermediate Similarity 0.7313 NPC310118
Intermediate Similarity 0.7301 NPC473179
Intermediate Similarity 0.7299 NPC469497
Intermediate Similarity 0.7299 NPC106833
Intermediate Similarity 0.7297 NPC208284
Intermediate Similarity 0.7284 NPC478080
Intermediate Similarity 0.7269 NPC86078
Intermediate Similarity 0.7265 NPC94157
Intermediate Similarity 0.726 NPC475070
Intermediate Similarity 0.7253 NPC101543
Intermediate Similarity 0.7253 NPC469554
Intermediate Similarity 0.7251 NPC128751
Intermediate Similarity 0.7251 NPC246700
Intermediate Similarity 0.725 NPC17437
Intermediate Similarity 0.7244 NPC148183
Intermediate Similarity 0.7244 NPC152768
Intermediate Similarity 0.7244 NPC170114
Intermediate Similarity 0.7243 NPC131017
Intermediate Similarity 0.724 NPC470931
Intermediate Similarity 0.7235 NPC329747
Intermediate Similarity 0.7235 NPC315957
Intermediate Similarity 0.7229 NPC6215
Intermediate Similarity 0.7227 NPC473540
Intermediate Similarity 0.7215 NPC162484
Intermediate Similarity 0.7215 NPC477861
Intermediate Similarity 0.7212 NPC305984
Intermediate Similarity 0.7207 NPC201697
Intermediate Similarity 0.7203 NPC473183
Intermediate Similarity 0.72 NPC470549
Intermediate Similarity 0.7193 NPC472099
Intermediate Similarity 0.7193 NPC477533
Intermediate Similarity 0.7188 NPC472098
Intermediate Similarity 0.7188 NPC473180
Intermediate Similarity 0.7177 NPC176127
Intermediate Similarity 0.7176 NPC153042
Intermediate Similarity 0.7175 NPC5145
Intermediate Similarity 0.7175 NPC471304
Intermediate Similarity 0.7175 NPC11464
Intermediate Similarity 0.7155 NPC110151
Intermediate Similarity 0.7149 NPC476106
Intermediate Similarity 0.7143 NPC72211
Intermediate Similarity 0.7137 NPC469734
Intermediate Similarity 0.7136 NPC471593
Intermediate Similarity 0.7123 NPC232727
Intermediate Similarity 0.7119 NPC473184
Intermediate Similarity 0.7116 NPC307963
Intermediate Similarity 0.7111 NPC294620
Intermediate Similarity 0.7104 NPC285558
Intermediate Similarity 0.71 NPC26850
Intermediate Similarity 0.7098 NPC199667
Intermediate Similarity 0.7095 NPC81939
Intermediate Similarity 0.7091 NPC135887
Intermediate Similarity 0.7091 NPC199277
Intermediate Similarity 0.708 NPC266931
Intermediate Similarity 0.7078 NPC19872
Intermediate Similarity 0.7076 NPC473182
Intermediate Similarity 0.7072 NPC475841
Intermediate Similarity 0.7072 NPC474145
Intermediate Similarity 0.707 NPC141915
Intermediate Similarity 0.707 NPC114335
Intermediate Similarity 0.707 NPC280964
Intermediate Similarity 0.7067 NPC283152
Intermediate Similarity 0.7066 NPC475666
Intermediate Similarity 0.7064 NPC300114
Intermediate Similarity 0.7064 NPC475253
Intermediate Similarity 0.7054 NPC473181
Intermediate Similarity 0.7054 NPC174672
Intermediate Similarity 0.7051 NPC251090
Intermediate Similarity 0.7051 NPC70259
Intermediate Similarity 0.7045 NPC478083
Intermediate Similarity 0.7042 NPC66083
Intermediate Similarity 0.7042 NPC81175
Intermediate Similarity 0.7039 NPC202503
Intermediate Similarity 0.7035 NPC202605
Intermediate Similarity 0.7035 NPC112206
Intermediate Similarity 0.7033 NPC88363
Intermediate Similarity 0.7031 NPC96321
Intermediate Similarity 0.7031 NPC303658
Intermediate Similarity 0.7029 NPC470784
Intermediate Similarity 0.7028 NPC94943
Intermediate Similarity 0.7027 NPC165349
Intermediate Similarity 0.7027 NPC264166
Intermediate Similarity 0.7027 NPC274291
Intermediate Similarity 0.7027 NPC329708
Intermediate Similarity 0.7027 NPC47059
Intermediate Similarity 0.7027 NPC118832
Intermediate Similarity 0.7023 NPC92111
Intermediate Similarity 0.7018 NPC8022
Intermediate Similarity 0.7018 NPC474188
Intermediate Similarity 0.7018 NPC470799
Intermediate Similarity 0.7014 NPC133306
Intermediate Similarity 0.7009 NPC82548
Intermediate Similarity 0.7005 NPC43787
Intermediate Similarity 0.7005 NPC205934
Intermediate Similarity 0.7005 NPC474409
Intermediate Similarity 0.7 NPC121772
Remote Similarity 0.6991 NPC324149
Remote Similarity 0.6987 NPC184680
Remote Similarity 0.6982 NPC475774
Remote Similarity 0.6981 NPC190007
Remote Similarity 0.6981 NPC84478
Remote Similarity 0.6981 NPC472294
Remote Similarity 0.6977 NPC76748
Remote Similarity 0.697 NPC128115
Remote Similarity 0.6968 NPC476044
Remote Similarity 0.6968 NPC267423
Remote Similarity 0.6958 NPC470785
Remote Similarity 0.6958 NPC41679
Remote Similarity 0.6955 NPC128823
Remote Similarity 0.6952 NPC232340
Remote Similarity 0.695 NPC26872
Remote Similarity 0.6946 NPC473187
Remote Similarity 0.6943 NPC469928
Remote Similarity 0.6941 NPC267928
Remote Similarity 0.694 NPC60621
Remote Similarity 0.6938 NPC288943
Remote Similarity 0.6934 NPC212535
Remote Similarity 0.6933 NPC323198
Remote Similarity 0.6933 NPC477111
Remote Similarity 0.693 NPC296527
Remote Similarity 0.6923 NPC11017
Remote Similarity 0.692 NPC476451
Remote Similarity 0.6917 NPC177056
Remote Similarity 0.6912 NPC177404
Remote Similarity 0.6912 NPC99666
Remote Similarity 0.6906 NPC476138
Remote Similarity 0.6906 NPC245816
Remote Similarity 0.6904 NPC277351
Remote Similarity 0.6898 NPC471891
Remote Similarity 0.6895 NPC13880
Remote Similarity 0.6895 NPC329982
Remote Similarity 0.6894 NPC214980
Remote Similarity 0.6891 NPC474192
Remote Similarity 0.6891 NPC475720
Remote Similarity 0.6888 NPC11408
Remote Similarity 0.6887 NPC161887
Remote Similarity 0.6886 NPC26679
Remote Similarity 0.6886 NPC264176
Remote Similarity 0.6886 NPC316981
Remote Similarity 0.6883 NPC56271
Remote Similarity 0.6875 NPC476581
Remote Similarity 0.6875 NPC16452
Remote Similarity 0.6875 NPC36229
Remote Similarity 0.6875 NPC470500
Remote Similarity 0.687 NPC63971
Remote Similarity 0.687 NPC91868
Remote Similarity 0.6864 NPC157931
Remote Similarity 0.6852 NPC242928
Remote Similarity 0.6851 NPC21638
Remote Similarity 0.6851 NPC313884
Remote Similarity 0.6851 NPC98371
Remote Similarity 0.6845 NPC471178
Remote Similarity 0.6844 NPC304183
Remote Similarity 0.6842 NPC471294
Remote Similarity 0.6838 NPC118121
Remote Similarity 0.6837 NPC314573

Drug Structure

External Identifiers

TTD  
DrugBank  
ChEMBL  
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID  
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  517.22
ALogP  -1.3498
MLogP  3.77
XLogP  4.293
HDA  5
HBD  2
Rotatable Bonds  9
TPSA  73.22
RO5 Violation  0